| Nautical Okoboji LLC | Accommodation and Food Services | $60,000 | $60,513 | 18 | <$5M |  AI Deep Dive |
| Miles Inn Boji Bay II INC | Real Estate and Rental and Leasing | $58,900 | $59,520 | 12 | <$5M | AI Deep Dive |
| Okoboji Plumbing & Heating Inc. | Construction | $56,655 | $56,935 | 8 | <$5M | AI Deep Dive |
| Mitchell Investment Corporation | Accommodation and Food Services | $55,892 | $89,793 | 14 | <$5M | AI Deep Dive |
| Linda Geske | Accommodation and Food Services | $53,953 | $54,351 | 9 | <$5M | AI Deep Dive |
| Alex International, INC | Construction | $53,272 | $53,577 | 5 | <$5M | AI Deep Dive |
| Alex International Inc. | Manufacturing | $51,959 | $52,090 | 5 | <$5M | AI Deep Dive |
| Okoboji Plumbing & Heating Inc. | Construction | $48,700 | $49,148 | 6 | <$5M | AI Deep Dive |
| Okoboji Clothing Company INC | Retail Trade | $43,063 | $43,198 | 10 | <$5M | AI Deep Dive |
| Hamp-Izzy, LLC | Retail Trade | $41,400 | $41,751 | 9 | <$5M | AI Deep Dive |
| Screaming Burro Inc. | Accommodation and Food Services | $39,787 | $40,005 | 21 | <$5M | AI Deep Dive |
| Yesterday's of Okoboji, LLC | Accommodation and Food Services | $39,600 | $93,718 | 31 | $5.5M | AI Deep Dive |
| Linda Geske | Accommodation and Food Services | $38,500 | $38,920 | 9 | <$5M | AI Deep Dive |
| Walker Insurance Agency, INC | Finance and Insurance | $36,700 | $36,932 | 5 | <$5M | AI Deep Dive |
| The Throwing Post LLC | Accommodation and Food Services | $36,663 | $36,820 | 2 | <$5M | AI Deep Dive |
| Okoboji Bible Conference Ministries | Other Services (except Public Administration) | $35,895 | $36,094 | 8 | N/A | AI Deep Dive |
| Nutty Bar Stand, Inc. | Accommodation and Food Services | $35,400 | $35,678 | 26 | <$5M | AI Deep Dive |
| Aldon Construction Co., INC | Construction | $34,500 | $34,771 | 4 | <$5M | AI Deep Dive |
| Okoboji Clothing Company, Inc. | Retail Trade | $33,817 | $33,918 | 10 | <$5M | AI Deep Dive |
| Jls Investment Co. | Accommodation and Food Services | $33,800 | $34,075 | 19 | <$5M | AI Deep Dive |
| Okoboji Bible Conference Ministries | Other Services (except Public Administration) | $32,692 | $32,814 | 4 | N/A | AI Deep Dive |
| Dukes Burgers INC | Accommodation and Food Services | $32,600 | $32,772 | 20 | <$5M | AI Deep Dive |
| Triggs and May Corp. | Accommodation and Food Services | $32,000 | $32,182 | 21 | $6.6M | AI Deep Dive |
| Jensen Real Estate, LLC | Real Estate and Rental and Leasing | $30,000 | $30,233 | 3 | <$5M | AI Deep Dive |
| Two Old Broads INC | Accommodation and Food Services | $30,000 | $30,251 | 9 | <$5M | AI Deep Dive |